Stadium: Court 5 Round: 25 Ground: Clay
| Challenger Campinas | 2020/11/28 14:00 | Kaichi Uchida v Diego Hidalgo | 3-6,6-2,6-3 |
| Challenger Guayaquil | 2020/11/16 17:00 | Diego Hidalgo v Gonzalo Escobar | 3-6,6-7 |
| Challenger Columbus | 2020/02/26 18:40 | Diego Hidalgo v Jurij Rodionov | 6-4,4-6,4-6 |
| Challenger Columbus | 2020/02/24 17:45 | Roberto Ortega-Olmedo v Diego Hidalgo | 6-7,2-6 |
| Challenger Morelos | 2020/02/18 01:35 | Diego Hidalgo v Guilherme Clezar | 6-7,2-6 |
| Challenger Cleveland | 2020/02/10 20:05 | Diego Hidalgo v JC Aragone | 4-6,3-6 |
| Challenger Punta del Este | 2020/01/29 14:00 | Andrej Martin v Diego Hidalgo | 6-3,6-3 |
| Challenger Punta del Este | 2020/01/27 14:50 | Diego Hidalgo v Tomas Barrios Vera | 6-2,6-1 |
| ITF M15 Santo Domingo | 2020/12/05 14:30 | Nick Chappell v Oliver Crawford | 5-7,6-0,4-6 |
| ITF M15 Santo Domingo | 2020/12/04 14:45 | Nick Chappell v Leonardo Civita-Telles | 6-4,7-5 |
| ITF M15 Santo Domingo | 2020/12/03 15:55 | Nick Chappell v Jesse Flores | 6-3,7-6 |
| ITF M15 Santo Domingo | 2020/12/01 16:55 | Nick Chappell v Dusty H. Boyer | 7-6,6-2 |
| Challenger Orlando | 2020/11/19 17:00 | Alexander Ritschard v Nick Chappell | 6-3,6-4 |
| Challenger Orlando | 2020/11/17 18:35 | Nick Chappell v Ramkumar Ramanathan | 6-3,6-4 |
| Challenger Orlando | 2020/11/15 15:00 | Christian Harrison v Nick Chappell | 7-6,6-3 |
| Challenger Orlando | 2020/11/14 15:00 | Roy Smith v Nick Chappell | 6-7,1-6 |